1629 Shillelagh Rd, Chesapeake, VA 23323

Pending

$735,000

Est. $4,477/mo —

•

2,490

sq ft

1629 Shillelagh Rd, Chesapeake, VA 23323

About this home

Why wait on new construction when so much of the work here is already done? Set on three private acres in Grassfield, this modern farmhouse has been completely reworked inside and out, and a detached garage plus whole-house filtration system will both be installed prior to closing. The kitchen centers the main living space with an oversized island and bar, white cabinetry, and a clean, current finish. The renovation continues throughout with new windows, upgraded Hardie Plank siding, a new roof, new water heater, and two new heat pumps with dual-zone HVAC. The primary suite features private porch access, dual closets, and a spa-style bath with a floor-to-ceiling marble-tiled shower. Mature trees and a classic brick fireplace add character against the newer finishes and major system updates. With three acres, a full renovation, major systems already replaced, and a detached garage being completed before closing, this is the kind of property that gives you the space, finish, and function buyers rarely find all in one place.

Single-familyProperty Type

1968Year Built

$295Price/Sq.Ft.

1 car garageParking

Listed by Betsy Thompson • The Agency

Listing updated: Nov 2, 2026 at 06:11pm

Redfin checked: 2 minutes ago

•Source:REINMLS #10656950

Payment calculator

$4,477 per month

Principal and interest$4,011

Property taxes

$251

HOA dues

Home insurance

$214

Utilities

Add

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Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TUE, 11AM TO 2PM
$850,000
6 beds4 baths5,156 sq ft
2924 Cedarville Rd, Chesapeake, VA 23322
20.71 acre lot • 2 garage spots • Built 2002
OPEN WED, 4PM TO 7PM3D WALKTHROUGH
$525,000
4 beds3.5 baths2,571 sq ft
891 Bells Mill Rd, Chesapeake, VA 23322
0.9 acre lot • 2 garage spots • Built 1945
OPEN FRI, 5PM TO 6:30PM3D WALKTHROUGH
$329,000
3 beds1 bath1,179 sq ft
1722 Joplin Ln, Virginia Beach, VA 23464
5,227 sq ft lot • Garage • Built 1977
LIVE VIDEO OPEN SAT3D WALKTHROUGH
$310,000
3 beds1.5 baths1,216 sq ft
1020 Still Harbor Cir, Chesapeake, VA 23320
$52 HOA • 2 parking spots • Built 1985
OPEN SAT, 11AM TO 1PM
$425,000
3 beds2.5 baths1,749 sq ft
1120 Confederate Cres, Virginia Beach, VA 23453
5,227 sq ft lot • Garage • Built 1980
OPEN SAT, 11AM TO 1PM
$269,000
3 beds1 bath1,120 sq ft
402 Cabot St, Portsmouth, VA 23702
6,969 sq ft lot • Built 1954 • Listed 4 days
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$700,000
5 beds4 baths3,438 sq ft
4812 Knollwood Ct, Virginia Beach, VA 23464
0.34 acre lot • 2 garage spots • Pool
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$510,000
4 beds2 baths1,744 sq ft
700 Gladesdale Dr, Chesapeake, VA 23322
1.02 acre lot • Garage • Built 1986
OPEN SAT, 12PM TO 2PM
$355,000
3 beds2 baths1,866 sq ft
853 Mission Ave, Virginia Beach, VA 23462
$392 HOA • 2 garage spots • Built 2004
OPEN SAT, 12PM TO 2PM
$335,000
3 beds2.5 baths1,734 sq ft
1700 Oliver Ave, Chesapeake, VA 23324
2,613 sq ft lot • 2 parking spots • Built 2003

Around this home

Schools

K - 12
Preschool & daycare

Grassfield Elementary School

Public PreK-5 • Assigned • 3.8mi

10/10

Hickory Middle School

Public 6-8 • Assigned • 4.4mi

9/10

Grassfield High School

Public 9-12 • Assigned • 3.0mi

9/10

Provided by GreatSchools

About Pleasant

Grove

Pleasant Grove, located between Great Bridge and the North Carolina line, is a rural and residential Chesapeake neighborhood with working farmland and pine-wooded backroads. The neighborhood’s character concentrates around the Battlefield Blvd S and Pleasant Grove Rd crossroads, where feed stores, roadside produce stands, and small service shops set a practical, country cadence. Homes tend toward ranchers and newer builds on larger lots, with long driveways and wide skies. Two-lane roads and drainage canals trace the landscape, and evenings read quieter than the commercial corridors to the north. Outdoor time centers on nearby waterways and open fields rather than sidewalks.

Provided by Walk Score and Local Logic

Offer insights

1629 Shillelagh Rd · $735,000

Strong offer

$743K and above

75% chance or better to win

Why $743K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 32 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Interior features
Ceiling fan
Sump pump
Water softener
Wood-burning fireplace
Bar
Dual-entry bathroom
Double bathroom sink
Walk-in closet

Bedrooms
1 bedroom on the first floor
First-floor primary bedroom

Bathrooms
2 full bathrooms
1 half bathroom
Dual-entry bathroom

Kitchen
Microwave

Laundry & utility
Main-floor laundry
Utility room

Flooring
Laminate flooring
Level flooring

Heating & cooling
Electric heating
Programmable thermostat
Central air conditioning

Sale and tax history for 1629 Shillelagh Rd

Sale History
Tax History

Date

Event

Price

REINMLS #10656950

Oct 8, 2026

Listed

$735,000

$295/sq ft

REINMLS #10645076

Oct 8, 2026

Listing Removed

—

Sep 9, 2026

Price Changed

$735,000

$295/sq ft

Aug 13, 2026

Price Changed

$750,000

$301/sq ft

Jul 20, 2026

Listed

$765,000

$307/sq ft

REINMLS #10635813

Jul 20, 2026

Listing Removed

—

Jul 9, 2026

Price Changed

$750,000

$301/sq ft

Jul 2, 2026

Price Changed

$757,500

$304/sq ft

Jun 18, 2026

Price Changed

$750,000

$301/sq ft

May 21, 2026

Listed

$765,000

$307/sq ft

Public Records

Sep 18, 2025

Sold

$260,000

$104/sq ft

REINMLS #10591781

Jul 8, 2025

Listed

$309,900

$124/sq ft

Public Records

Jul 20, 2006

Sold

$299,000

$120/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$5,776 (+91.7%)

$265,000 + $150,400

$415,400

2025

$3,013 (+8.2%)

$235,000 + $131,400

$366,400

2024

$2,784 (+41.8%)

$215,000 + $118,700

$333,700

2023

$1,963 (−3.6%)

$185,000 + $103,300

$288,300

2022

$2,037 (−3.8%)

$165,000 + $111,400

$276,400

2021

$2,118 (+1.6%)

$150,100 + $111,500

$261,600

2020

$2,084 (−0.5%)

$150,100 + $108,000

$258,100

2019

$2,095 (+20.5%)

$135,000 + $108,000

$243,000

2018

$1,739 (−0.2%)

$135,000 + $108,000

$243,000

2017

$1,742 (−0.1%)

$135,000 + $84,500

$219,500

2015

$1,744 (+0.6%)

$135,000 + $84,500

$219,500

2014

$1,733 (+8.5%)

$135,000 + $84,500

$219,500

2013

$1,598 (−26.9%)

$135,000 + $73,200

$208,200

2012

$2,186

$135,000 + $73,200

$208,200

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3 Acres

Year renovated

—

Finished Sq. Ft.

2,392

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,392

Year built

1968

Style

Single Family Residential

County

Chesapeake

APN

0710000000150

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 12, 2026.

A-1

Agricultural District

This district is created primarily for the protection of the agricultural industry and rural section of the city from the invasion of urban and suburban uses and to preserve agricultural lands, forest lands and open space in the interest of the health, safety and welfare of the community. This district is not intended for major residential development; therefore, residential development and subdivisions for residential purposes in the A-1 agricultural district are prohibited except for minor subdivisions, as that term is defined in section 3-403 of this ordinance, preservation divisions, as that term is defined in section 10-201 of this ordinance, and conditional cluster developments approved in accordance with section 6-2200 et seq. of this ordinance.

Permitted uses

Include but are not limited to:

Equestrian facility
Livestock production
Community / recreation center
Day care facility
Housing-Single unit
Fire house
Library
Police station
Communications tower
Agriculture-Cropland

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

2% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Chesapeake, VA • 23323

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

99/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 14% for direct sun exposure in Chesapeake. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.5 hrs

6.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 1629 Shillelagh Rd

$730,032

$4,968 under list price of $735K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $545K to $713K.

SOLD JUN 4, 2026
$689,000 Last sold price
4 beds2.5 baths2,538 sq ft
1905 Hallmark Way, Chesapeake, VA 23323
$24/sq ft
19 years newer
SOLD SEP 3, 2026
$700,000 Last sold price
4 beds3.5 baths3,077 sq ft
701 Aspen Forest Ct, Chesapeake, VA 23322
$68/sq ft
22 years newer
SOLD SEP 29, 2026
$580,000 Last sold price
4 beds2.5 baths2,067 sq ft
1205 Cutspring Rd, Chesapeake, VA 23322
$14/sq ft
26 years newer
SOLD AUG 21, 2026
$599,000 Last sold price
4 beds2.5 baths2,600 sq ft
800 Birch Forest Ct, Chesapeake, VA 23322
$65/sq ft
21 years newer
SOLD JUL 31, 2026
$712,900 Last sold price
5 beds3.5 baths3,029 sq ft
608 September Ln, Chesapeake, VA 23322
$60/sq ft
28 years newer
SOLD JUL 31, 2026
$545,000 Last sold price
4 beds2.5 baths2,233 sq ft
909 Cantor St, Chesapeake, VA 23322
$51/sq ft
27 years newer

Rental earnings

Est. $2,587 per month, based on comparable rentals

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Allen Boone

Chesapeake Redfin Agent

Allen Boone typically replies in about 15 minutes

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Details provided by REINMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 1629 Shillelagh Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 1629 Shillelagh Rd

This home is pending

Have questions?

Nearby similar homes

New listings for sale in 23323

More real estate resources